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Towards new imidazole-2-thione-based organocatalysts; Sulfur transfer vs. deoxygenation in the reaction of imidazole N-oxides and cycloaliphatic thioketones
Sulfuration or deoxygenation? Competitive transformations of the title imidazole N-oxides into respective masked thiourea analogs or into the parent heterocycle in the reaction with 2,2,4,4-tetramethylcyclobutane-1,3-dithione are presented. The influence of an electron-withdrawing substituents in combination with the steric hindrance of neighboring groups onto reaction outcome is discussed.
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Reference：
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI